Stadium: Grandstand Round: 19 Ground: Clay
| Challenger Verona | 2023/07/23 08:00 | Max Houkes v Simone Roncalli | 6-4,6-7,6-2 |
| Challenger Amersfoort | 2023/07/18 11:50 | Max Houkes v Nicholas David Ionel | 6-7,2-6 |
| ITF M25 Hága | 2023/07/09 08:50 | Guy Den Ouden v Max Houkes | 6-3,3-6,3-6 |
| ITF M25 Hága | 2023/07/07 10:00 | Zura Tkemaladze v Max Houkes | 6-3,0-6,1-6 |
| ITF M25 Hága | 2023/07/06 14:40 | Stijn Slump v Max Houkes | 1-6,5-7 |
| ITF M25 Hága | 2023/07/05 17:15 | Younes Lalami Laaroussi v Max Houkes | 1-6,3-6 |
| Challenger Modena | 2023/06/26 17:35 | Federico Coria v Max Houkes | 6-4,6-2 |
| Challenger Poznan | 2023/06/20 08:30 | Max Houkes v Tomas Barrios Vera | 1-6,6-7 |
| ITF M25 Padova | 2023/07/16 09:00 | Samuel Vincent Ruggeri v Clement Tabur | 6-1,6-7,3-6 |
| ITF M25 Padova | 2023/07/15 14:30 | Samuel Vincent Ruggeri v Gabriele Pennaforti | 6-2,6-3 |
| ITF M25 Padova | 2023/07/14 13:00 | Oliver Crawford v Samuel Vincent Ruggeri | 5-7,4-6 |
| ITF M25 Padova | 2023/07/13 11:00 | Luigi Sorrentino v Samuel Vincent Ruggeri | 2-6,1-6 |
| ITF M25 Padova | 2023/07/12 11:00 | Davide Galoppini v Samuel Vincent Ruggeri | 6-4,1-6,6-7 |
| ITF M25 Biella | 2023/07/04 08:00 | Lorenzo Carboni v Samuel Vincent Ruggeri | 7-5,7-6 |
| ITF M15 Bergamo | 2023/06/28 15:45 | Nicolas Parizzia v Samuel Vincent Ruggeri | 5-7,6-4,6-4 |
| ITF M25 Cattolica | 2023/06/24 15:30 | Samuel Vincent Ruggeri v Enrico Dalla Valle | 4-6,2-6 |